captopril indications/contra

Stem definitionDrug idCAS RN
angiotensin-converting enzyme inhibitors 484 62571-86-2

Description:

MoleculeDescription

Molfile Inchi Smiles

Synonyms:

  • captopril
  • (-)-Captopril
  • L-Captopril
  • lopirin
  • S-Captopril
  • SQ14225
  • SQ-14225
  • SQ 14225
A potent and specific inhibitor of PEPTIDYL-DIPEPTIDASE A. It blocks the conversion of ANGIOTENSIN I to ANGIOTENSIN II, a vasoconstrictor and important regulator of arterial blood pressure. Captopril acts to suppress the RENIN-ANGIOTENSIN SYSTEM and inhibits pressure responses to exogenous angiotensin.
  • Molecular weight: 217.28
  • Formula: C9H15NO3S
  • CLOGP: 0.89
  • LIPINSKI: 0
  • HAC: 4
  • HDO: 1
  • TPSA: 57.61
  • ALOGS: -1.68
  • ROTB: 3

Drug dosage:

DoseUnitRoute
50 mg O

Approvals:

DateAgencyCompanyOrphan
April 6, 1981 FDA PAR PHARM

FDA Adverse Event Reporting System

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MedDRA adverse event termLikelihood ratioLikelihood ratio thresholdPatients taking drug having adverse eventPatients taking drug not having adverse eventPatients not taking drug having adverse eventPatients not taking drug not having adverse event
Hypotension 166.43 40.90 55 431 49459 3335914
Acute kidney injury 162.19 40.90 54 432 49629 3335744
Angioedema 130.51 40.90 35 451 15100 3370273
Posterior reversible encephalopathy syndrome 88.03 40.90 19 467 3235 3382138
Hyperkalaemia 73.46 40.90 21 465 11273 3374100
Blood ketone body increased 63.03 40.90 9 477 133 3385240
Hypertension 54.94 40.90 23 463 38443 3346930
Suicide attempt 54.17 40.90 18 468 15829 3369544
Renal impairment 47.83 40.90 17 469 18244 3367129
Renal ischaemia 47.56 40.90 7 479 129 3385244
Drug interaction 44.33 40.90 21 465 46791 3338582
Intentional overdose 43.00 40.90 15 471 15210 3370163
Blood potassium increased 42.53 40.90 11 475 4025 3381348
Metabolic acidosis 42.45 40.90 13 473 8765 3376608
Toxicity to various agents 41.17 40.90 20 466 47034 3338339

Pharmacologic Action:

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SourceCodeDescription
ATC C09AA01 CARDIOVASCULAR SYSTEM
AGENTS ACTING ON THE RENIN-ANGIOTENSIN SYSTEM
ACE INHIBITORS, PLAIN
ACE inhibitors, plain
ATC C09BA01 CARDIOVASCULAR SYSTEM
AGENTS ACTING ON THE RENIN-ANGIOTENSIN SYSTEM
ACE INHIBITORS, COMBINATIONS
ACE inhibitors and diuretics
CHEBI has role CHEBI:35457 EC 3.4.15.1 (peptidyl-dipeptidase A) inhibitor
CHEBI has role CHEBI:35674 antihypertensive agent
FDA EPC N0000175562 Angiotensin Converting Enzyme Inhibitor
MeSH PA D000806 Angiotensin-Converting Enzyme Inhibitors
MeSH PA D000959 Antihypertensive Agents
MeSH PA D002317 Cardiovascular Agents
MeSH PA D004791 Enzyme Inhibitors
MeSH PA D011480 Protease Inhibitors

Drug Use (View source of the data)

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DiseaseRelationSNOMED_IDDOID
Hypertensive disorder indication 38341003 DOID:10763
Chronic heart failure indication 48447003
Diabetic renal disease indication 127013003
Left ventricular cardiac dysfunction indication 429589006
Anuria contraindication 2472002 DOID:2983
Hypercholesterolemia contraindication 13644009
Hyperkalemia contraindication 14140009
Secondary angle-closure glaucoma contraindication 21571006
Hypovolemia contraindication 28560003
Acute cerebrovascular insufficiency contraindication 29322000
Dehydration contraindication 34095006
Hyperuricemia contraindication 35885006 DOID:1920
Immunosuppression contraindication 38013005
Angioedema contraindication 41291007 DOID:1558
Hypokalemia contraindication 43339004
Low blood pressure contraindication 45007003
Cough contraindication 49727002
Systemic lupus erythematosus contraindication 55464009 DOID:9074
Sympathectomy contraindication 57071006
Aortic valve stenosis contraindication 60573004 DOID:1712
Hypercalcemia contraindication 66931009 DOID:12678
Hyperparathyroidism contraindication 66999008 DOID:13543
Hypochloremic alkalosis contraindication 70134007
Hepatic coma contraindication 72836002 DOID:12550
Diabetes mellitus contraindication 73211009 DOID:9351
Transplantation contraindication 77465005
Hereditary angioneurotic edema contraindication 82966003 DOID:14735
Hyponatremia contraindication 89627008
Gout contraindication 90560007 DOID:13189
Kidney disease contraindication 90708001 DOID:2527
Disorder of connective tissue contraindication 105969002 DOID:65
Hypomagnesemia contraindication 190855004
Acute pancreatitis contraindication 197456007 DOID:2913
Hypertrophic cardiomyopathy contraindication 233873004 DOID:11984
Disease of liver contraindication 235856003 DOID:409
Neonatal hyperbilirubinemia contraindication 281610001
Pregnancy, function contraindication 289908002
Renal artery stenosis contraindication 302233006
Neutropenic disorder contraindication 303011007 DOID:1227
Bone marrow depression contraindication 307762000
Azotemia contraindication 445009001
Hemodialysis with High-Flux Membrane contraindication
Atrial fibrillation off-label use 49436004 DOID:0060224
Cystinuria off-label use 85020001 DOID:9266
Diastolic heart failure off-label use 418304008 DOID:9775
Nondiabetic Proteinuric Nephropathy off-label use
Cystine Renal Calculi off-label use

Acid dissociation constants calculated using MoKa v3.0.0

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Dissociation levelDissociation constantType (acidic/basic)
pKa1 3.85 acidic
pKa2 9.56 acidic

Orange Book patent data (new drug applications)

None

Orange Book exclusivity data (new drug applications)

None

Bioactivity Summary:

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TargetClassPharosUniProtActionTypeActivity value
(-log[M])
Mechanism
action
Bioact sourceMoA source
Angiotensin-converting enzyme Enzyme INHIBITOR Ki 8.70 WOMBAT-PK CHEMBL
Prothrombin Enzyme Ki 7.32 CHEMBL
Leukotriene A-4 hydrolase Enzyme IC50 7.15 CHEMBL
Prostaglandin G/H synthase 1 Enzyme Ki 4.77 CHEMBL
Renin Enzyme Ki 8.77 CHEMBL
Prostaglandin G/H synthase 2 Enzyme Ki 4.92 CHEMBL
Beta-lactamase Enzyme Ki 5.62 CHEMBL
Angiotensin-converting enzyme Enzyme Ki 8.77 CHEMBL
Angiotensin-converting enzyme Enzyme Ki 8.70 CHEMBL
Succinyl-diaminopimelate desuccinylase Enzyme Ki 5.74 CHEMBL
Beta-lactamase II Unclassified Ki 4.75 CHEMBL
Beta-lactamase class B VIM-2 Unclassified Kd 6.22 CHEMBL

External reference:

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IDSource
5158 IUPHAR_LIGAND_ID
4017614 VUID
N0000145994 NUI
C0006938 UMLSCUI
D00251 KEGG_DRUG
44093 PUBCHEM_CID
4017614 VANDF
N0000007435 NDFRT
N0000145994 NDFRT
000656 NDDF
455 MMSL
1998 RXNORM
29439004 SNOMEDCT_US
387160004 SNOMEDCT_US
4347 MMSL
d00006 MMSL
9G64RSX1XD UNII
4373 INN_ID
CHEMBL1560 ChEMBL_ID
CHEBI:3380 CHEBI
D002216 MESH_DESCRIPTOR_UI
DB01197 DRUGBANK_ID
X8Z PDB_CHEM_ID

Pharmaceutical products:

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ProductCategoryIngredientsNDCFormQuantityRoute MarketingLabel
Captopril HUMAN PRESCRIPTION DRUG LABEL 1 0143-1171 TABLET 12.50 mg ORAL ANDA 12 sections
Captopril HUMAN PRESCRIPTION DRUG LABEL 1 0143-1172 TABLET 25 mg ORAL ANDA 12 sections
Captopril HUMAN PRESCRIPTION DRUG LABEL 1 0143-1173 TABLET 50 mg ORAL ANDA 12 sections
Captopril HUMAN PRESCRIPTION DRUG LABEL 1 0143-1174 TABLET 100 mg ORAL ANDA 12 sections
Captopril and Hydrochlorothiazide HUMAN PRESCRIPTION DRUG LABEL 2 0378-0081 TABLET 25 mg ORAL ANDA 12 sections
Captopril and Hydrochlorothiazide HUMAN PRESCRIPTION DRUG LABEL 2 0378-0083 TABLET 25 mg ORAL ANDA 12 sections
Captopril and Hydrochlorothiazide HUMAN PRESCRIPTION DRUG LABEL 2 0378-0084 TABLET 50 mg ORAL ANDA 12 sections
Captopril and Hydrochlorothiazide HUMAN PRESCRIPTION DRUG LABEL 2 0378-0086 TABLET 50 mg ORAL ANDA 12 sections
Captopril HUMAN PRESCRIPTION DRUG LABEL 1 0378-3007 TABLET 12.50 mg ORAL ANDA 12 sections
Captopril HUMAN PRESCRIPTION DRUG LABEL 1 0378-3012 TABLET 25 mg ORAL ANDA 12 sections
Captopril HUMAN PRESCRIPTION DRUG LABEL 1 0378-3017 TABLET 50 mg ORAL ANDA 12 sections
Captopril HUMAN PRESCRIPTION DRUG LABEL 1 0378-3022 TABLET 100 mg ORAL ANDA 12 sections
Captopril HUMAN PRESCRIPTION DRUG LABEL 1 0615-4519 TABLET 12.50 mg ORAL ANDA 13 sections
Captopril HUMAN PRESCRIPTION DRUG LABEL 1 0615-4520 TABLET 25 mg ORAL ANDA 13 sections
Captopril HUMAN PRESCRIPTION DRUG LABEL 1 0615-4521 TABLET 50 mg ORAL ANDA 13 sections
Captopril HUMAN PRESCRIPTION DRUG LABEL 1 0781-8052 TABLET 12.50 mg ORAL ANDA 13 sections
Captopril HUMAN PRESCRIPTION DRUG LABEL 1 0781-8061 TABLET 25 mg ORAL ANDA 13 sections
Captopril HUMAN PRESCRIPTION DRUG LABEL 1 0781-8075 TABLET 50 mg ORAL ANDA 13 sections
Captopril HUMAN PRESCRIPTION DRUG LABEL 1 0781-8080 TABLET 100 mg ORAL ANDA 13 sections
CAPTOPRIL HUMAN PRESCRIPTION DRUG LABEL 1 10544-175 TABLET 50 mg ORAL ANDA 13 sections
Captopril HUMAN PRESCRIPTION DRUG LABEL 1 21695-477 TABLET 25 mg ORAL ANDA 12 sections
Captopril HUMAN PRESCRIPTION DRUG LABEL 1 21695-478 TABLET 50 mg ORAL ANDA 12 sections
CAPTOPRIL HUMAN PRESCRIPTION DRUG LABEL 1 33261-182 TABLET 50 mg ORAL ANDA 13 sections
CAPTOPRIL HUMAN PRESCRIPTION DRUG LABEL 1 33261-536 TABLET 100 mg ORAL ANDA 13 sections
CAPTOPRIL HUMAN PRESCRIPTION DRUG LABEL 1 33261-974 TABLET 25 mg ORAL ANDA 13 sections
CAPTOPRIL HUMAN PRESCRIPTION DRUG LABEL 1 42254-335 TABLET 25 mg ORAL ANDA 13 sections
CAPTOPRIL HUMAN PRESCRIPTION DRUG LABEL 1 42254-353 TABLET 50 mg ORAL ANDA 13 sections
Captopril HUMAN PRESCRIPTION DRUG LABEL 1 43063-146 TABLET 12.50 mg ORAL ANDA 12 sections
Captopril HUMAN PRESCRIPTION DRUG LABEL 1 50090-1840 TABLET 25 mg ORAL ANDA 12 sections
Captopril HUMAN PRESCRIPTION DRUG LABEL 1 50436-6103 TABLET 50 mg ORAL ANDA 13 sections